S-(N-Benzylthiocarbamoyl)-L-cysteine
This compound is a cysteine conjugate of benzyl isothiocyanate (BITC) that exhibits anticancer activity. In vitro, this ITC conjugate inhibits leukemia cell growth and induces apoptosis in bladder cancer cells. This compound also inhibits N-dimethylnitrosamine demethylase, preventing nitrosamine activation and displaying potential chemopreventive benefit.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18970951
Cas No. |
35446-36-7 |
---|---|
Purity |
≥98% |
Formula |
C11H14N2O2S2 |
Formula Wt. |
270.37 |
Chemical Name |
L-Cysteine, (phenylmethyl)carbamodithioate (ester) |
IUPAC Name |
(2R)-2-amino-3-(benzylcarbamothioylsulfanyl)propanoic acid |
Synonym |
Benzyl isothiocyanate cysteine conjugate |
Melting Point |
191-193°C |
Solubility |
Soluble in water. |
Appearance |
White to off white powder |
Tang L, Li G, Song L, et al. The principal urinary metabolites of dietary isothiocyanates, N-acetylcysteine conjugates, elicit the same anti-proliferative response as their parent compounds in human bladder cancer cells. Anticancer Drugs. 2006 Mar;17(3):297-305. PMID: 16520658.
Jiao D, Conaway CC, Wang MH, et al. Inhibition of N-nitrosodimethylamine demethylase in rat and human liver microsomes by isothiocyanates and their glutathione, L-cysteine, and N-acetyl-L-cysteine conjugates. Chem Res Toxicol. 1996 Sep;9(6):932-8. PMID: 8870979.
Adesida A, Edwards LG, Thornalley PJ. Inhibition of human leukaemia 60 cell growth by mercapturic acid metabolites of phenylethyl isothiocyanate. Food Chem Toxicol. 1996 Apr;34(4):385-92. PMID: 8641665.